The Best Hotels in Pienza

Here’s our manually curated guide to the best luxury, boutique, and most charming hotels in Pienza. Bon voyage!

Hannah, Travel Blogger

Updated

La Saracina

Rated 9.5 in 61 reviews

Surrounded by stunning Tuscan countryside in Pienza, La Saracina offers rooms and apartments decorated in traditional… See more

Surrounded by stunning Tuscan countryside in Pienza, La Saracina offers rooms and apartments decorated in traditional style. The property offers a swimming pool, free Wi-Fi and free parking.

All rooms at La Saracina offer views of the garden and feature vaulted ceilings. They are painted in pastel colours, and some of them offer a hot tub.

The property’s staff can arrange meals with traditional dishes upon request, and offer cooking lessons to those who are interested. This country house also has a sun terrace.

Guided trekking is available on the paths that surround La Saracina. The city centre is located 8 km from the property, and Siena is a 1-hour drive away.

Rooms from $412

La Bandita Townhouse

Rated 9.2 in 93 reviews

La Bandita Townhouse is set in Pienza and features free bikes, garden and terrace. Among the facilities at this property… See more

La Bandita Townhouse is set in Pienza and features free bikes, garden and terrace. Among the facilities at this property are a shared lounge and a concierge service, along with free WiFi throughout the property. There is a restaurant.

The units come with air conditioning, a flat-screen TV with satellite channels, a coffee machine, a bath, free toiletries and a desk. All rooms are equipped with a private bathroom and a bidet, and certain rooms are equipped with a terrace. The rooms have a wardrobe.

A continental breakfast can be enjoyed at the property.

Siena is 39 km from the hotel, while Arezzo is 46 km from the property. Perugia San Francesco d'Assisi Airport is 67 km away.

Rooms from $324

Tenuta Santo Pietro

Farm stay

Rated 9.1 in 298 reviews

Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of… See more

Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 5 km away. The rooms are located in a 13th-century farmhouse, and come with terracotta floors and wooden beams on the ceilings.

The rooms come with air conditioning and TV, and each features mosquito nets on the windows. Some rooms offer views of the valley, and some feature stone walls. Each room has a marble bathroom, complete with bath or shower, hairdryer, and toiletries.

A sweet and savoury buffet is served daily for breakfast, and includes freshly baked croissants and cakes, cheese, and cold cuts. The restaurant specialises in traditional Tuscan cuisine, made using fresh local ingredients. Wine and olive oil are produced and sold on site.

The Santo Pietro's well-tended gardens feature several patio areas, furnished with tables and chairs. The pool is surrounded by padded-teak deck chairs, tables, and parasols.

Rooms from $188

Agriturismo Il Macchione

Rated 9.4 in 534 reviews

Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it… See more

Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park.

Apartments have a rustic style with wood-beamed ceilings and antique furniture. They all feature a comfortable living and dining area with a fully equipped kitchenette. You will also have air conditioning, satellite TV channels and free Wi-Fi.

Outdoors, you will find the 70-m² terrace featuring a swimming pool with hydromassage area and plenty of sun loungers, chairs and tables. The grounds also include a children's playground, gazebos and lots of vineyards, olive trees and colourful flowers.

Agriturismo Il Macchione serves a buffet breakfast each morning and a BBQ is available in the garden. Parking is free and the farmhouse is an hour's drive from historic Siena.

Rooms from $154

Hotel Corsignano

Rated 9.0 in 578 reviews

The Corsignano is in Pienza and offers breathtaking views of the Orcia Valley. This family-run hotel offers a terrace… See more

The Corsignano is in Pienza and offers breathtaking views of the Orcia Valley. This family-run hotel offers a terrace with hot tub, and a typical Tuscan restaurant.
Hotel Corsignano features spacious accommodation with air conditioning, free Wi-Fi, and an LCD TV. Some rooms offer a private balcony, and the junior suites are complete with a seating area.
The restaurant serves local cuisine and international specialities. Breakfast is buffet style.

Rooms from $116

Podere Gonzaga

Rated 9.6 in 92 reviews

Set in Pienza, 33 km from Mount Amiata, Podere Gonzaga offers accommodation with a garden, free private parking and a… See more

Set in Pienza, 33 km from Mount Amiata, Podere Gonzaga offers accommodation with a garden, free private parking and a terrace. Located around 13 km from Bagno Vignoni, the hotel with free WiFi is also 13 km away from Bagni San Filippo. The accommodation provides evening entertainment and a concierge service.

The hotel will provide guests with air-conditioned rooms offering a wardrobe, a kettle, a minibar, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. Selected rooms here will provide you with a kitchenette with a fridge, a microwave and a stovetop. At Podere Gonzaga all rooms come with bed linen and towels.

Terme di Montepulciano is 17 km from the accommodation.

Rooms from $205

Borgo Sant'Ambrogio - Resort

Farm stay

Rated 9.5 in 1023 reviews

Featuring a seasonal outdoor with a sun terrace, Borgo Sant'Ambrogio - Resort is located in Pienza. The resort has a… See more

Featuring a seasonal outdoor with a sun terrace, Borgo Sant'Ambrogio - Resort is located in Pienza. The resort has a garden and barbecue facilities. Guests can enjoy a meal at the restaurant or a drink at the bar. Free WiFi is provided throughout the property and free private parking is available on site.

Every unit at Borgo Sant'Ambrogio is fitted with a flat-screen TV. Certain units feature a seating area to relax in after a busy day. You will find a kettle in the room. Each room includes a private bathroom with a shower and a bidet. Extras include slippers and free toiletries.

The area is popular for horse riding and cycling. The resort also offers bike hire and car hire. Siena is 57 km from Borgo Sant'Ambrogio - Resort, while Arezzo is 60 km away. Trasimeno Lake is a 45-minute drive from the property. The nearest airport is Perugia San Francesco d'Assisi Airport, 92 km away.

Rooms from $79

Agriturismo Castello La Grancia di Spedaletto

Farm stay

Rated 9.4 in 971 reviews

Agriturismo Castello La Grancia di Spedaletto is situated in the countryside of Pienza and produces olive oil and wine… See more

Agriturismo Castello La Grancia di Spedaletto is situated in the countryside of Pienza and produces olive oil and wine. A continental breakfast is included each morning.

This restored 12th-century castle is equipped with free WiFi throughout. Its rooms include a TV, and private bathroom with free toiletries. It has wood-beamed ceilings and elegant country-style furnishings.

Guests can enjoy nature trails around the property. BBQ facilities are also available for use.

Pienza, famous for cheese, is 10 km from the farm, while Montepulciano is a 25-minute drive away.

Rooms from $108

Hotel San Gregorio

Rated 9.0 in 828 reviews

A former theatre, Hotel San Gregorio is 50 metres from Pienza’s historical centre and near the Val d'Orcia Natural Park… See more

A former theatre, Hotel San Gregorio is 50 metres from Pienza’s historical centre and near the Val d'Orcia Natural Park. The property offers free WiFi, covered parking and spacious accommodation.

The San Gregorio features a large private courtyard and a garden.

Traditional Tuscan food is served at the La Piazzetta restaurant. Breakfast is served daily.

Accommodation is decorated with wood furnishings. Enjoy a 32-inch satellite LED TV, air conditioning, and a minibar in every room and suite.

Rooms from $126

Relais Il Chiostro Di Pienza

Rated 8.5 in 1475 reviews

How many people can say they’ve stayed in a 15th-century convent? You can if you book Relais Chiostro di Pienza, a… See more

How many people can say they’ve stayed in a 15th-century convent? You can if you book Relais Chiostro di Pienza, a charming hotel set right in the heart of Pienza.

Set just 100 metres from Pienza’s cathedral, this historic hotel has well-kept gardens and a panoramic terrace offering lovely views of the Tuscan countryside.

What could be better than a refreshing dip in Chiostro di Pienza’s outdoor pool after an afternoon exploring the old churches and monuments nearby? Sun loungers are available for free.

Relais Chiostro di Pienza’s rooms feature views of the old town, the Val d’Orcia countryside or the old convent itself. All come with tea and coffee-making facilities, minibars and satellite TV and some feature original ceiling frescoes.

La Terrazza del Chiostro, the Relais’s restaurant, serves Tuscan and Italian dishes out on the terrace. Take in the panoramic views while enjoying your meal.

Rooms from $100

A440 in Tuscany

Rated 8.5 in 277 reviews

Located in Pienza, in a building dating from 2016, A440 in Tuscany features a bio lake and guestrooms with free WiFi… See more

Located in Pienza, in a building dating from 2016, A440 in Tuscany features a bio lake and guestrooms with free WiFi. Among the various facilities of this property are a garden, a terrace and a shared lounge. The accommodation have a shuttle service and a concierge service for guests.

At the hotel, rooms have a desk and a flat-screen TV. Each room comes with a private bathroom, and selected rooms also offer a patio. The units have a wardrobe.

A440 in Tuscany offers a continental or buffet breakfast.

The area is popular for cycling, and bike hire is available at the accommodation.

Siena is 38 km from A440 in Tuscany, while Arezzo is 46 km from the property. Perugia San Francesco d'Assisi Airport is 68 km away.

Rooms from $303

Castello di Spedaletto da Laura

Farm stay

Rated 9.7 in 284 reviews

Featuring a garden and free WiFi in all areas, Castello di Spedaletto da Laura offers air-conditioned rooms in a… See more

Featuring a garden and free WiFi in all areas, Castello di Spedaletto da Laura offers air-conditioned rooms in a peaceful area in Pienza. Olive oil, wine, pasta and legumes are produced at the on-site mill.

All the rooms are located in the former grain store just outside the castle's walls, and come with a fan and a TV. The private bathroom is complete with a shower and free toiletries.

A sweet and savoury breakfast is offered daily. It includes hot drinks, pastries, cold meats and homemade products.

Castello di Spedaletto da Laura is a 20-minute drive from Montepulciano, famous for its red wine. Lucciolabella Natural Reserve is 5.5 km away.

Rooms from $98

Agriturismo Cretaiole

Farm stay

Rated 9.6 in 74 reviews

Featuring a garden and views of garden, Agriturismo Cretaiole is a farm stay situated in a historic building in Pienza… See more

Featuring a garden and views of garden, Agriturismo Cretaiole is a farm stay situated in a historic building in Pienza, 45 km from Mount Amiata. There is a private entrance at the farm stay for the convenience of those who stay. There is a sun terrace and guests can make use of free WiFi and free private parking.

At the farm stay, units come with a wardrobe. All units have a coffee machine and a private bathroom with a shower and a hair dryer, while some rooms here will provide you with a fully equipped kitchen equipped with a dishwasher. At the farm stay, every unit comes with bed linen and towels.

The area is popular for cycling, and bike hire is available at the farm stay. Outdoor play equipment is also available for guests at Agriturismo Cretaiole.

Bagno Vignoni is 11 km from the accommodation, while Terme di Montepulciano is 20 km away.

Rooms from $371

Locanda Vesuna

Rated 8.9 in 642 reviews

In the heart of the Tuscan hills, Locanda Vesuna offers a sun terrace, and panoramic countryside views. Free internet is… See more

In the heart of the Tuscan hills, Locanda Vesuna offers a sun terrace, and panoramic countryside views. Free internet is available in the shared areas.

Hotel Vesuna is a restored 13th-century house and retains many traditional features such as wooden beams. Rooms are decorated in a Tuscan style and have air conditioning and a satellite TV with Sky channels.

Historic Siena is just 35 minutes’ drive away and there are many opportunities nearby for hiking, walking and horse riding.

Rooms from $109